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Best results for

Water Activities in Holmes Beach, FL

Showing 337-360 of 576 results
Private Egmont Key Boat Tour to Fort Dade & Lighthouse

Private Egmont Key Boat Tour to Fort Dade & Lighthouse

Cruise to Egmont Key State Park to explore Fort Dade and beachcomb for shells

4.8 • 382 reviews
$555
Sunset Harbor Cruise in Holmes Beach

Sunset Harbor Cruise in Holmes Beach

Unwind on a private boat as the sky shifts into sunset colors

4.8 • 382 reviews
$422
Full-Day Saona Island Cruise From Punta Cana

Full-Day Saona Island Cruise From Punta Cana

Sail to Saona Island for beach time, a natural-pool swim, lunch, and drinks

4.8 • 290 reviews
$76/ person
4-5 Hour Private Daytime Sail in St. Petersburg

4-5 Hour Private Daytime Sail in St. Petersburg

Private daytime sail with dinghy access for island exploring

5.0 • 25 reviews
$1,356& up
Gulfport Sunset Sail Charter

Gulfport Sunset Sail Charter

Private evening sailing with sunset views across Tampa Bay

5.0 • 25 reviews
$1,356
Private Sandbar Sailing Yacht Charter in Gulfport

Private Sandbar Sailing Yacht Charter in Gulfport

Sail to a sandbar with a private yacht as your home base

5.0 • 25 reviews
$1,695& up
Siesta Key Kayak & Paddleboard Rental

Siesta Key Kayak & Paddleboard Rental

Get kayaks or paddleboards delivered straight to your Siesta Key resort

4.8 • 229 reviews
$220& up
Private Fishing Charter in Sarasota

Private Fishing Charter in Sarasota

Learn the ropes with hands-on help from hook baiting to fish cleaning

4.8 • 142 reviews
$795& up
Private Downtown Skyline Cruise in St. Petersburg

Private Downtown Skyline Cruise in St. Petersburg

Customize a private cruise for celebrations and coastal views

5.0 • 22 reviews
$559
Kayak & Paddleboard Rental to Sandbar in Treasure Island

Kayak & Paddleboard Rental to Sandbar in Treasure Island

Set your own pace on a relaxed paddle to sandbars and mangroves

4.8 • 138 reviews
$62/ person
4-Hour Kayak & Paddleboard Rental in Treasure Island

4-Hour Kayak & Paddleboard Rental in Treasure Island

A relaxed paddle along sandbars and mangrove sections

4.8 • 138 reviews
$73/ person
Kayak & Paddleboard Rental to John's Pass Sandbar

Kayak & Paddleboard Rental to John's Pass Sandbar

Take an easy-paced paddle to the sandbar near John's Pass

4.8 • 138 reviews
$51/ person
Nighttime LED Clear Kayak Tour in Treasure Island

Nighttime LED Clear Kayak Tour in Treasure Island

Light up Treasure Island’s calm canals in a 100% clear kayak

4.8 • 138 reviews
$90/ person
1-Hour Paddleboard & Kayak Rental in Treasure Island

1-Hour Paddleboard & Kayak Rental in Treasure Island

An easy paddle through calm canals, ideal for a quick outing

4.8 • 138 reviews
$45/ person
Private Inshore Fishing Charter in Tampa Bay

Private Inshore Fishing Charter in Tampa Bay

Private inshore fishing charter with short runs and all gear included

5.0 • 20 reviews
$689& up
Private Offshore Fishing Charter in Tampa Bay

Private Offshore Fishing Charter in Tampa Bay

Target Florida game fish with bait, gear, and fishing licenses included

5.0 • 20 reviews
$795& up
Anna Maria Island Sunset Cruise

Anna Maria Island Sunset Cruise

Explore Anna Maria Island and Tampa Bay with stops tailored to your group

5.0 • 20 reviews
$318
Palmetto Tarpon Fishing Charter

Palmetto Tarpon Fishing Charter

Target tarpon with Captain Rachel’s 10+ years of local experience

5.0 • 20 reviews
$795& up
Fishing-Ready Pontoon Boat Rental in Bradenton
Up to 12

Fishing-Ready Pontoon Boat Rental in Bradenton

Cruise with Bluetooth audio, a swim ladder, and fishing-ready features

5.0 • 19 reviews
$280/ boat
Bradenton 8-Person Fishing Boat Rental
Up to 8

Bradenton 8-Person Fishing Boat Rental

Take the helm of a fishing-ready center console with navigation and 10 rod holders

5.0 • 19 reviews
$280/ boat
Guided Beach & Pier Fishing Trip in Sarasota

Guided Beach & Pier Fishing Trip in Sarasota

Learn shoreline fishing techniques with a captain along Sarasota's Gulf Coast

4.9 • 30 reviews
$318& up
Guided Beach Snook Fishing Trip in Sarasota

Guided Beach Snook Fishing Trip in Sarasota

Target snook from Sarasota's shoreline with a guide

4.9 • 30 reviews
$424
Sunset Cruise Anna Maria Island

Sunset Cruise Anna Maria Island

Tailored private cruises for sunsets, wildlife, and celebrations

5.0 • 15 reviews
$530
Private Fishing Charter in Holmes Beach

Private Fishing Charter in Holmes Beach

Fish Anna Maria waters with a fourth-generation local captain

5.0 • 15 reviews
$1,060& up
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Holmes Beach Things To Do
Boat Tours146Yacht Charters89Kayaking Tours86Boat Rentals73Fishing Charters51
More
  • Jet Skiing41
  • Dolphin Watching38
  • Bike Rentals32
  • Snorkeling22
  • Sailing19
  • Sunrise and Sunset Tours19
  • Paddleboarding15

Travel guides for Water Activities

13 Stunning Beaches in Florida With Clear Water You Need to Visit
Best of Florida • 2026

13 Stunning Beaches in Florida With Clear Water You Need to Visit

Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

Do You Need a License to Rent a Boat in Florida? Your Complete Guide
Best of Florida • 2026

Do You Need a License to Rent a Boat in Florida? Your Complete Guide

Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.

Car Rentals
12
  • Train Tours12
  • Horseback Riding11
  • Food Tours9
  • Equipment Rental8
  • Parasailing8
  • Helicopter Tours7
  • Outdoor Picnics7
  • Scooter Rentals7
  • Stand Up Paddle Boarding7
  • Dinner Cruises5
  • Surfing Lessons5
  • Trolley Tours5